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Italy Tour in Small Group - Escorted, Upscale Italy Tour, 12 Maximum
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Classic Italy Tour  Italy Group Tour Open to All

Upscale Italy Group Tour  – Maximum Group Size: 12 people

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Classic Italy Tour – Escorted Italy Tour  

Main Destinations: Town of Como and Bellagio on Lake Como, Milan, Verona, Venice, Bologna, Florence, Siena, Rome, The Vatican 


Tour Highlights:

This upscale and small Italy tour showcases Italy’s fantastic food and wine and the classic sights its key cities – Milan, Rome, Florence, Venice and more. You will travel the length of this beautiful country, visiting Italy’s must-see historic, artistic and architectural treasures from a famous villa in Lake Como and Da Vinci’s Last Supper to the Uffizi Gallery and Roman Colosseum.

This upscale Italy tour begins with a visit to picturesque and elegant Lake Como that includes time in charming Bellagio and the beautiful Villa Balbianello, once a setting of a James Bond movie.

Also a planned stop is fashionable Milan to enjoy its famous sites like the magnificent Gothic cathedral, the famous La Scala Opera House and da Vinci’s masterpiece, “The Last Supper” housed in the church and convent of Santa Maria delle Grazie.

This Italy tour has a day trip  to the elegant and magical floating city, Venice, touring famous sights like St. Mark’s Square and Doge’s Palace.

This upscale Italy tour also includes the Renaissance city of Florence, famous for art, history, architecture, and numerous artisan shops and their products like mosaics, gold and leather, paper, and fabrics to name a few.

A tour of Bologna and its ancient market are also now part of this tour. Here we have a private visit and tasting with a master balsamic vinegar producer, producing some of the best product in the region.

Our Classic Italy tour also includes day trips to the Tuscan countryside to the historic hilltop city of Siena, the Chianti region and the picturesque countryside of southern Tuscany to Montalcino, where we would sample the famed Brunello de Montalcino.

As the saying goes, all roads lead to Rome, and your tour will end in this magnificent city, a fusion of the ancient and modern. Here you will see the ancient wonders that have drawn visitors to this capital for centuries: the Colosseum, the ancient city wall and gates, and Circus Maximus, as well as Baroque and Renaissance sights such as St. Peter’s Basilica, the Vatican, the Sistine Chapel, Piazza Navona, and Trevi fountain.

Book this Italy tour for an inspiring introduction to the best of Italy, not only for its museums, cities and monuments but also its fantastic food, wine, culture and people. 


Tour Inclusions & Highlights:

  • Upscale accommodations – 4 Star hotels
  • Breakfasts daily
  • 3 dinners and 3 lunches with wine
  • Expert local guides in Lake Como, Milan, Venice, Florence’s Uffizi Gallery, Florence & Accademia museum, Colosseum and Roman forum, The Vatican
  • Private visit and tasting with balsamic vinegar master producer
  • Olive oil and wine tasting in Chianti
  • Cured meats sampling & pasta al ragu lunch in Bologna
  • Entrance tickets to all planned tours with our local guides
  • Private transportation using vans
  • Full time licensed tour manager (escort)
  • Private transportation to all planned activities
  • Train tickets, if planned. 
  • Private transportation on arrival day and departure day
  • Gratuities to local guides and drivers


Not Included:

  • Gratuity to your Tour Director (escort guide)
  • Airline Tickets



(B = Breakfast, L=Lunch, D =Dinner)

Day 1, Sept. 19 – Arrive City of Como, Orientation Stroll in Como, Welcome Dinner, Overnight in Como 

We will meet you at the airport in Milan and take you to Como. Our hotel is right in the bustling city center.  

Lively Como, boasting a long history since the bronze age, has somelakecomo2 interesting sites and important history in textile and silk manufacturing and trading.  The compact city center  is fun and easy to explore.  We begin this Italy tour with an orientation stroll followed by our Welcome Dinner. (D)


Day 2, Sept. 20 – Villa Balbaniello on Lake Como, Bellagio, Overnight in Como

After breakfast, our guide will take us on a guided tour Villa Balbianello. One of the most beautiful sites fronting Lake Como, this famous villa was used as a setting in a number of films including James Bond’s Casino Royale.   

After the tour, you will take the ferry to Bellagio, one of the prettiest village in all of Italy. Bellagio sits in front of Lake Como with its promenade, stairways and streets from the bottom to the top, lined with shops, restaurants, bars and cafes. We’ll make sure we have some free time to explore on our own and to have lunch. You may want to visit Villa Melzi’s beautiful garden which faces the lake a short walk from the center. Your tour director is available, if you want company. (B)


Day 3, Sept. 21  – Milan Tour: Duomo, La Scala Behind the Scene Tour,  Viewing of Da Vinci’s Last Supper, Travel to Verona, Walking Tour in Verona, Overnight in Verona 

Our Italy tour also takes us to Verona, where our next hotel is located. We stop in Milan on the way for a guided tour, starting with the Duomo, the city’s magnificent late GMilanothic cathedral. We’ll continue your walking tour of Milan through the Galleria Vittorio Emanuele II to the square of La Scala, one of the world’s most famous opera houses. We will have a private behind the scene tour of this famed opera house.

Our Milan tour will end at the Cenacolo Vinciano, the museum housing Leonardo da Vinci’s great “Last Supper.” Our tour guide will share some interesting and little-known facts about this famous masterpiece.

Late afternoon arrival in Verona, our final destination. A walking tour with our expert guide is scheduled after we check into our hotel.  Group dinner is planned.  (B, D)



Day 4, Sept. 22 – Day Trip to Venice: Venice: St Mark’s Square and Doge’s Palace OR Peggy Guggenheim Museum Visit, Leisure Evening, Overnight in Verona

NOTE: For those who have already done the St. Mark’s Square tour, your tour director will take you to Peggy Guggenheim’s mansion with a garden, now a contemporary museum, overlooking the Grand Canal. Here you will have a chance to see a quiet neighborhood away from the most touristy part of Venice.

Todavenice5y, we’ll travel to Venice by train. Our local expert guide in Venice will take our group to  Venice’s most important sights. We begin at St. Mark’s Square, the political and religious center of the Republic of Venice. You will see many of its historical and artistic treasures dating from antiquity: the Basilica with its precious mosaics; the Doge’s Palace (now a museum) with its well-known Bridge of Sighs, the Clock Tower and the Campanile.

The afternoon is yours to explore this grand city on your own the rest of the day.  You may also take a boat to Murano island, famous for glass factories or simply wander the various neighborhoods. NOTE: Your tour director can suggest other sites for you to see. We depaet for Verona late afternoon. 

Tour manager will assist you in selecting a place for your dinner tonight in Verona. (B)



Day 5, Sept. 23 – Travel to Florence, Ancient Market in Bologna & Private Visit & Tasting of Balsamic Vinegar, Overnight in Florence

Explore Verona after breakfast before our scheduled late morning departure for Florence. On the way, we will do a side trip to Bologna, the capital of the Emilia-Romagna region located in Po River Valley and in the most important agricultural valley in Italy. Bologna is ancient, dating back to 1,000 B.C. during the time of the Etruscans, the Celts and Romans.  It is home to the oldest university in the world, the University of Bologna. Bologna is renowned for its food and gave us the famous Bolognese sauce (“ragu” locally), and also produces an array of regional products like prosciutto, salamis and mortadella. We’ll visit the ancient market still in existence today.  Group lunch is planned.

We will also stop to meet a master balsamic vinegar producer. You’ll have an opportunity to hear about their family and its production process as well as taste a few of their products.

We arrive Florence late afternoon. Your tour manager will assist you in selecting a place for dinner.  (B, L)



Day 6, Sept. 24 – Morning Walking Tour of Florence With The Accademia Museum  & Afternoon Guided Tour of Uffizi Museum (OR A Day Trip in Chianti with Wine Tasting), Overnight in Florence

NOTE:  If you have already done the planned guided tours of Florence, a day trip to Castellina & Greve in Chianti with lunch and wine tasting is being offered as an alternative. This will take place the next day which means you will have your leisure day in Florence today.Classic Italy - Day 6  This Chianti tour is also available as an additional tour (optional) for those doing the scheduled Florence tours. Inquire.

We will have a guided tour of Florence –  a 2,000-year-old city with some of the world’s greatest art and architecture. We will have an early morning walking tour of Florence with a licensed local guide covering some of the city’s history and architectural treasures including the beautiful Piazza della Signoria, the Duomo (Cathedral) Ponte Vecchio, while we walk pass such famous landmarks as the Baptistry’s Gates of Paradise, Bell Tower, Ponte Vecchio, Vasari Corridor and Medieval towers.

Also planned is a guided tour of the Accademia museum, where we will view some of Michelangelo’s works, including the famous Statue of David. 1002536_10203908210479833_9039805752146308930_n

Group lunch is planned before our afternoon tour of Italy’s top museum, the Uffizi Gallery.  The museum occupies the top two floors of a building originally designed by Giorgio Vasari, a leading 15th century painter and architect. Today, it is one of the most famous and important art museums in the world. The Uffizi museum houses acclaimed masterpieces by Botticelli, Fra Angelico, Felippo Lippi, Raphael, Michelangelo, Caravaggio, Giotto, Leonardo da Vinci and many others. German, Flemish and Dutch masters like Rubens and Rembrandt are also represented. (B, L)



Day 7, Sept. 25 – Leisure Day in Florence, Overnight Florence

Spend the day on your own in Florence. See other important sites like the Bargello museum or Classic Italy - Day 5the Pitti Palace and Boboli gardens, all a short walk from our hotel.  You may also take a train to Lucca or Pisa, if interested. A list of possible activities/sites will be provided.  Speak to your tour director ahead of time to plan this day. (B)

NOTE:  Optional tours of Pisa (half day), Chianti Tour (full day), Cinque Terre (full day) can be made available, if interested. 





Day 8, Sept. 26 –  Travel to Rome, A Day in Tuscany: Siena & Montalcino: Winery Visit with Lunch & Wine Tasting, Overnight Rome 

Floor in the Duomo Pienza - SIT

Today, we leave early in the morning for Rome and travel through the Tuscan countryside to reach the historic city of Siena. Built on three hills in the middle of the Via Francigena (pilgrimage road), Siena is one of Tuscany’s crown jewels. It has an outstanding Gothic Duomo and another important church, San Domenico, which claims the skull of St. Catherine. Siena also has one of the most beautiful squares in Italy, il Campo, where the famous Palio horse race is held twice a year. Our local expert will take us through the city’s rich history, followed by free time to explore on our own.

From here we continue to travel south to reach one of our favorite wineries in Tuscany. We will sample some of their wine, including their excellent Brunellos and lunch. 

Dinner on your own. We’ll assist you in selecting a place for dinner. If you would like to join us for dinner, just let us know.  (B, L) 



Day 9, Sept. 27 – Ancient Rome, The Vatican, Overnight Rome

NOTE:  If  you do not want to do the tours scheduled on here on Day 9, a driving tour in and out of Rome is offered as an alternative, to be conducted on Day 10.  You will see sites in Rome rarely seen by tourists and you will also venture outside the city center.  This tour is also offered an optional tour to those doing the scheduled.

A guided tour of Ancient Rome with our local expert guide is planneClassic Italy - Day 9d for this morning. We’ll start with the Colosseum, the entertainment center of ancient Rome. Here, 50,000 people gathered to watch gory gladiator contests. We will hear about its amazing 450 years of history and get a sense of how Romans celebrated the best and the worst of their society, influenced by the emperors’ overwhelming powers.

Our exceptional guide will bring the relics of the ancient Roman forum dating back to 6th century BC, to life as we traipse through the ruins of numerous temples, basilicas, palaces, arches and shops. The first Roman civilization began here, in turn becoming the administrative and commercial center of ancient Rome. 

After your lunch stop, you will have a guided tour of The Vatican, a treasure trove of art, history and religion.  The Vatican Museum’s art collection, which we will visit, is one the most important in the world. You will also see the recently restored Sistine Chapel, home to Michelangelo’s Last Judgment frescoes; and tour St. Peter’s Basilica and view Michelangelo’s famous Pieta and Bernini’s amazing bronze Baldacchino. (B)



Day 10, Sept. 28 –  Leisure Day in Rome, Farewell Dinner, Overnight RomeClassic Italy - Day 10

NOTE:  If  you do not want to do tours scheduled on Day 9, a driving tour in and out of Rome is offered today as an alternative.  You will see sites in Rome rarely seen by tourists and you will also venture outside the city center.  This tour is also offered an optional tour to those doing the scheduled

On your scheduled leisure day you can explore Rome to see sites you have not seen yet. Your guide will make sure you see Piazza Navona, Campo dei Fiori, the Pantheon and Trevi fountain.

More on the driving tour:  sites include Roman aqueduct, ancient Via Appia, ancient Roman gates and wall, circus maximus, neighborhoods in Rome and much more.

A Farewell Dinner is planned to mark the end of our Italy tour. (B, D)



Day 11, Sept. 29 – Departure for Home (B)

Private transportation to the airport or train station in Naples is arranged for you. (B)

NOTE:  This is Day 1 of the extension to Sorrento and The Amalfi Coast.





Day 1, Sept. 29 – Private Transportation from Rome to Positano, Stop in Ravello, Lunch, Overnight in Positano

Luxury hotel option.  Some of us are staying in Le Sirenuse.

Day 2, Sept. 30 –  Leisure Day in Positano, Overnight in Positano

Day 3, Oct. 1 – Day Trip to Capri, Leisure Time in Positano, Overnight in Positano

We’ll spend part of the day in Capri with our guide.  We’ll travel by ferry from the dock below. Return to Positano after in the afternoon.

Day 4, Oct. 2  – Travel to Rome, Guided Tour of Pompeii, Lunch, Overnight in Rome

Day 5, Oct. 3 – Leisure Day in Rome

Day 6, Oct. 4 – Departure Day from Rome